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Boats for sale in Pittsfield Massachusetts

There are 186 new and used boats for sale in Pittsfield, Massachusetts. Browse Pontoon, Bowrider, Deck Boat, Express Cruiser, Fishing, and Center Console from brands like Starcraft, Cobalt, Yamaha, Barletta, Premier, and Crest on BoatCrazy. View a wide selection of boats from $7,500 to $799,999.
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  • Boats
  • Within 100 Miles Of
    Pittsfield, Massachusetts
186 boats found within 100 miles from Pittsfield, Massachusetts
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  • Price Drop 2023 Monterey 224FS

    2023 Monterey 224FS

    $58,000
    Worcester, MA
    • Worcester, MA
    • Bowrider
    • 22'
    • 2023 / Used
    • $58,000

    Stock #469023 Reason for selling is "Buying something else". ANY and ALL offers will be put in front of our seller! Submit your offer today! VERY CLEAN! LOW HOURS! LARGE AFT SWI... View Details

    View 2 Photos and Details Contact Seller
    $58,000
    VIEW DETAILS
  • 2008 Chaparral 256 SSi

    2008 Chaparral 256 SSi

    $42,000
    Haddam, CT
    • Haddam, CT
    • Bowrider
    • 25'
    • 2008 / Used
    • $42,000

    Stock #458133 Video of this vessel available at www [dot] popsells [dot] com/view/458133 Reason for selling is "Upgrading". ANY and ALL offers will be put in front of our seller... View Details

    View 11 Photos and Details Contact Seller
    $42,000
    VIEW DETAILS
  • 2022 Scarab 255 open ID

    2022 Scarab 255 open ID

    $90,000
    Shelton, CT
    • Shelton, CT
    • Jet boat
    • 25'
    • 2022 / Used
    • $90,000

    Stock #479923 This Scarab has been on the market for more than 30 days (Apr 30th). If you are thinking of making an offer, submit it today and let's make a deal! Low-hour superch... View Details

    View 7 Photos and Details Contact Seller
    $90,000
    VIEW DETAILS
  • 1996 Sea Ray 330 Sundancer

    1996 Sea Ray 330 Sundancer

    $28,900
    Milford, CT

    Stock #467544 Reason for selling is "Owner does not use.". ANY and ALL offers will be put in front of our seller! Submit your offer today! Excellent 330 Sundancer! Nicely mainta... View Details

    View 10 Photos and Details Contact Seller
    $28,900
    VIEW DETAILS
  • 1986 Cruisers Esprit 337

    1986 Cruisers Esprit 337

    $11,000
    Chester, CT

    Stock #373074 Video of this vessel available at www [dot] popsells [dot] com/view/373074 ANY and ALL offers will be put in front of our seller! Submit your offer today! Spacious... View Details

    View 10 Photos and Details Contact Seller
    $11,000
    VIEW DETAILS
  • 2005 Four Winns Sundowner 285

    2005 Four Winns Sundowner 285

    $53,400
    Chester, CT

    Stock #497224 Video of this vessel available at www [dot] popsells [dot] com/view/497224 Reason for selling is "Not using enough.". This Four Winns has recently been added to ma... View Details

    View 10 Photos and Details Contact Seller
    $53,400
    VIEW DETAILS
  • 2008 Sea Ray 330 Sundancer

    2008 Sea Ray 330 Sundancer

    $118,000
    Branford, CT

    Stock #428514 Video of this vessel available at www [dot] popsells [dot] com/view/428514 ANY and ALL offers will be put in front of our seller! Submit your offer today! LUXURY E... View Details

    View 10 Photos and Details Contact Seller
    $118,000
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  • Price Drop 2002 Sea Ray 510 Sundancer

    2002 Sea Ray 510 Sundancer

    $219,000
    Branford, CT

    Stock #455860 Video of this vessel available at www [dot] popsells [dot] com/view/455860 Reason for selling is "Upgrading". ANY and ALL offers will be put in front of our seller... View Details

    View 10 Photos and Details Contact Seller
    $219,000
    VIEW DETAILS
  • 1996 Bayliner Avanti 3255

    1996 Bayliner Avanti 3255

    $28,000
    Stratford, CT

    Stock #494003 Reason for selling is "Moving". This Bayliner has been on the market for more than 30 days (Jun 9th). If you are thinking of making an offer, submit it today and le... View Details

    View 10 Photos and Details Contact Seller
    $28,000
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  • 1997 Mako 223 Walkaround

    1997 Mako 223 Walkaround

    $22,000
    Madison, CT

    FOR QUESTIONS CONTACT: JEFF 203-627-5879 or jeffreyyoung1@yahoo.com1997 Mako 223 WalkaroundSPECIFICATIONS: -Length: 21ft-9in-Beam: 8ft-Weight: 2400lbs-Fuel: 100gal-Deadrise: 19degD... View Details

    View 15 Photos and Details Contact Seller
    $22,000
    VIEW DETAILS
  • 1978 Trojan F-36

    1978 Trojan F-36

    $28,000
    Bridgeport, CT

    Stock #407377 Video of this vessel available at www [dot] popsells [dot] com/view/407377 Reason for selling is "The owners are moving into a larger Trojan". ANY and ALL offers w... View Details

    View 10 Photos and Details Contact Seller
    $28,000
    VIEW DETAILS
  • 1978 North American Off Shore 22

    1978 North American Off Shore 22

    $44,450
    Middletown, NY

    Stock #486672 Video of this vessel available at www [dot] popsells [dot] com/view/486672 Reason for selling is "Going to a Pilot House Boat". This North American has now been on... View Details

    View 6 Photos and Details Contact Seller
    $44,450
    VIEW DETAILS
  • 2003 Seaswirl 2003

    2003 Seaswirl 2003

    $35,000
    Foster, RI
    • Foster, RI
    • Fishing
    • 25'
    • 2003 / Used
    • $35,000

    2003 Seaswirl Striper. Great condition Has Simrad navigation 2 years old, Furuno radar, stereo,  2 way radio, led spot light front and rear. Heated defroster, live well , Wind... View Details

    View 16 Photos and Details Contact Seller
    $35,000
    VIEW DETAILS
  • 2001 Sea Ray 260 Signature

    2001 Sea Ray 260 Signature

    $37,500
    Milford, MA
    • Milford, MA
    • Bowrider
    • 26'
    • 2001 / Used
    • $37,500

    Stock #267186 Reason for selling is "not using it". ANY and ALL offers will be put in front of our seller! Submit your offer today! Excellent Condition. Engine installed March 2... View Details

    View 10 Photos and Details Contact Seller
    $37,500
    VIEW DETAILS
  • 2019 Prestige 520 Flybridge

    2019 Prestige 520 Flybridge

    $799,999
    Westport, CT
    • Westport, CT
    • Yacht
    • 52'
    • 2019 / Used
    • $799,999

    FOR QUESTIONS CONTACT: JOSH 929-274-1641 or prestige520forsale@gmail.com 2019 Prestige 520 Flybridge with Hardtop First sold/commissioned in 2020! Volvo warranties into July 2025!... View Details

    View 38 Photos and Details Contact Seller
    $799,999
    VIEW DETAILS
  • 2021 Mastercraft X22

    2021 Mastercraft X22

    $149,900
    Old Saybrook, CT
    • Old Saybrook, CT
    • Ski & Wake
    • 22'
    • 2021 / Used
    • $149,900

    Stock #463923 Reason for selling is "Moving Up". ANY and ALL offers will be put in front of our seller! Submit your offer today! Excellent 2021 Mastercraft X22 Wake And Surf Boa... View Details

    View 10 Photos and Details Contact Seller
    $149,900
    VIEW DETAILS
  • Price Drop 2005 Hydra Sports 3300 VX Vector Express

    2005 Hydra Sports 3300 VX Vector Express

    $92,000
    Old Saybrook, CT
    • Old Saybrook, CT
    • Walkaround
    • 33'
    • 2005 / Used
    • $92,000

    Stock #297111 Video of this vessel available at www [dot] popsells [dot] com/view/297111 Reason for selling is "Does not use anymore!". ANY and ALL offers will be put in front o... View Details

    View 10 Photos and Details Contact Seller
    $92,000
    VIEW DETAILS
  • 2003 Chaparral 280 Signature

    2003 Chaparral 280 Signature

    $39,500
    Croton on Hudson, NY

    Stock #323684 Reason for selling is "Switching to a sailboat". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2003 Chaparral 280 Signature ready... View Details

    View 10 Photos and Details Contact Seller
    $39,500
    VIEW DETAILS
  • 1985 Silverton 37 Convertible

    1985 Silverton 37 Convertible

    $18,500
    Norwalk, CT

    Specifications LOA: 37’ / Beam: 14’ / Draft 3’ 7” 454 Crusaders FWC / Stainless Shafts, NiBrAI Props / Glendinning Synchronizers / 1129 H... View Details

    View 15 Photos and Details Contact Seller
    $18,500
    VIEW DETAILS
  • Price Drop 2015 Other 25

    2015 Other 25

    $28,000
    Voluntown, CT
    • Voluntown, CT
    • Commercial
    • 25'
    • 2015 / Used
    • $28,000

    Stock #426045 Reason for selling is "Retiring from Business". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2015 Bestyear 25. Documented passen... View Details

    View 9 Photos and Details Contact Seller
    $28,000
    VIEW DETAILS
  • Price Drop 2015 Other 25

    2015 Other 25

    $12,000
    Voluntown, CT
    • Voluntown, CT
    • Commercial
    • 25'
    • 2015 / Used
    • $12,000

    Stock #428691 Reason for selling is "Retiring from Business". ANY and ALL offers will be put in front of our seller! Submit your offer today! Unused hull - never rigged or launc... View Details

    View 10 Photos and Details Contact Seller
    $12,000
    VIEW DETAILS
Showing 148 to 168 of 186 boats found.
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